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1,3,4-selenadiazole compound with drug activity

A kind of technology of medicinal activity and selenium diazoles, applied in 1 field

Active Publication Date: 2017-06-20
HANGZHOU JENNIFER BIOTECH CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The selenium form is less toxic, with little weight, hepatotoxicity and nephrotoxicity in mice, but retains the toxic side effects of selenium on cancer cells

Method used

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  • 1,3,4-selenadiazole compound with drug activity
  • 1,3,4-selenadiazole compound with drug activity
  • 1,3,4-selenadiazole compound with drug activity

Examples

Experimental program
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Effect test

Embodiment

[0059] The preparation method process takes phenylselenourea as an example and enumerates as follows:

[0060] Phenylselenourea (1mmol; or other selenoureas), compounds with carboxylic acid groups (0.2-4mmol), and 5mlPOCl 3Mix well and stir well. Raise the temperature to 50-80°C, react for 0.5-12h, stop heating in the oil bath, drain the reaction solution under reduced pressure, slowly pour into ice water, filter with suction to obtain a filter cake, separate by column chromatography, and dry. The product was obtained with a yield of 40-95%.

[0061] 2-Bromoethyl-N-phenylamino-1,3,4-selenoadiazole:

[0062]

[0063] m / z 332 (100%, M+H + )

[0064] 1 H NMR (500MHz,) δ10.37(s, 1H), 7.65–7.53(m, 2H), 7.35(d, J=9.0Hz, 2H), 6.99(dt, J=7.4, 3.7Hz, 1H), 3.6(t, J=6.5Hz, 2H), 3.38-3.29(t, J=6.5Hz, 2H)

[0065] 2-Bromoethyl-N-phenylamino-1,3,4-selenoadiazole:

[0066]

[0067] Substituted selenourea (1mmol; or other selenourea), and multifunctional carboxylic acid compound...

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PUM

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Abstract

The invention belongs to the field of biological medicine and particularly relates to 1,3,4-selenadiazole compound with drug activity. As a few types of heterocyclic selenium exist and BPTES (thiadiazole compounds) has a strong tumor growth suppressing function, a novel synthesizing method is utilized to synthesize multi functional groups substitutional selenadiazole compound, tests verify that the compound has a tumor inhibition effect, an antioxidation effect and a cell protection function; selenadiazole can serve as bioisostere of thiadiazole to substitute; presently, many drugs contain thiadiazole, so that synthesizing selenadiazole derivative with multi functional groups and further optimizing the activity of the medicinal thiadiazole compound have significance in aspects of new medicine development and application and the like.

Description

technical field [0001] The invention belongs to the field of biomedicine, and in particular relates to a 1,3,4-selenodiazole compound with pharmaceutical activity. Background technique [0002] Selenium-containing heterocycles have antioxidant, anti-inflammatory, antibacterial, antiviral, and antitumor effects. The anti-tumor mechanism of selenium compounds generally includes the following aspects: it has cytotoxicity, can scavenge free radicals, block the information transmission of cancer cell division and proliferation, induce cell apoptosis, regulate the immune function of the body, and inhibit the formation and change of new blood vessels. The process of metabolism of certain carcinogens, etc. [0003] Organoselenium compounds include selenium-containing heterocycles, diselenides, selenides, selenocyanides, methylselenoic acid, selenium-containing amino acids (proteins), and selenose sugars. Selenium-containing heterocyclic compounds are a large class of organoseleniu...

Claims

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Application Information

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IPC IPC(8): C07D293/06C07D421/04C07D421/12C07D421/06A61P39/06
CPCC07D293/06C07D421/04C07D421/06C07D421/12A61K31/41A61K31/4439A61K31/454A61K31/4545A61K31/501A61P39/06C07D421/14A61K45/06
Inventor 阮奔放阮健昵福
Owner HANGZHOU JENNIFER BIOTECH CO LTD
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